Sample reactions
intermediate structure
Li
EtOH, NH3, THF
Reflux, 60 min, 90%
intermediate structure
intermediate structure
Na
EtOH, NH3, THF
-78 °C, 10 min, 54%
intermediate structure
intermediate structure
Li
NH3, THF
-60 °C, , 100%
intermediate structure
intermediate structure
Na
NH3, THF
-78 to -45 °C, 2 h, 100%
intermediate structure
intermediate structure
Li, NH3
THF
intermediate structure
intermediate structure
Li
NH3, t-BuOH
-78 °C, 6 h, 97%
intermediate structure
intermediate structure
Li
NH3, t-BuOH
-68 °C, 3 h, 97%
intermediate structure
intermediate structure
Na
NH3, t-BuOH, THF
-78 to -33 °C, 45 min, 100%
intermediate structure
intermediate structure
Li
EtOH, NH3, THF
-33 °C, 3.5 h, 83%
intermediate structure
intermediate structure intermediate structure
K
NH3, t-BuOH, THF
-78 °C, , 98%
intermediate structure
intermediate structure
Na
i-PrOH, NH3, THF
-78 °C, 4 h, 97%
"Acidic quench."
intermediate structure
intermediate structure
Li
Et2O, NH3
98%
intermediate structure
intermediate structure
Li
NH3, t-BuOH, THF
-75 to -55 °C, 5.5 h, 90%
intermediate structure
intermediate structure
Na
EtOH, NH3
-78 °C
intermediate structure
intermediate structure
AcCl, Li
THF
-85 °C to RT, 8 h
intermediate structure
intermediate structure intermediate structure
Li
NH3, THF
-33 °C, 2.5 h, 75%
intermediate structure
intermediate structure
Li
EtOH, NH3, THF
-78 to -33 °C
intermediate structure